"I remember going to the Gadsby picnics, that sort of thing," he said.
Now he's taking the next step in showing it off, and he said: "We are 100 per cent locally owned and operated and proud of our Hawke's Bay heritage, so supporting the iconic event was very important to us."
"We want to make Hawke's Bay a great place to live and visit.
"The Tremains Art Deco Weekend does just that. It brings people into our fine province, showcases some great properties of that era, and allows them the opportunity to see us at our best."
The GEON sponsorship was also founded in a locally-owned enterprise, Brebner Print, and Mrs Jackson said the loss of the sponsorship in the conglomerate's "unfortunate demise" left the Trust with a daunting task which caused a few sleepless nights.
But two companies quickly made contact expressing serious interest.
"That first phone call from Simon Tremain was incredible and the excitement has grown ten-fold since the contract was signed," she said.
"The synergies between Tremains, the Art Deco Weekend and the Trust will be outstanding."
Tremain Commercial managing director Cam Ward highlighted the restoration and protection of buildings for commercial use in Napier's CBD, and said it's a real point of difference in attracting business to the region.
"We have many commercial customers drawn to our region for its lifestyle and iconic heritage," he said.
The dollar-value of the sponsorship is confidential, but Mrs Jackson said it would be among the highest for events in Hawke's Bay.
"In this economic environment, to have Tremains on board for an initial four-year-term at this level is a testament to the success of the event."